Some perhaps-useful stuff on teaching and writing philosophy:
The Workshop Sequence: a sequence designed to teach students the process of workshopping philosophical ideas and writing.
On writing fun, strange, open-ended exams: exams as tools, not just for assessment, but for instilling a sense of creativity and joy in critical thinking.
On starting papers, or: how I got over professional despair and learned to love philosophy again: supposedly an essay on my writing process. More of a confessional on boredom, and the personal pledges that saved my writing sanity.
Teaching trick: the emotional sanity break: give your students the right to call a stupid YouTube break during class.